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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809176Generated: October 31, 2026

Water → HCID 58337131, compound

https://huagongshe.com/reaction/1809176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantBis[2-(diphenylphosphino)phenyl] etherHCID 4285986—
Reactant3-Bromo-8-(methylsulfanyl)imidazo[1,2-a]pyrazineHCID 57803107—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 58337131HCID 5833713185.1%

Reaction Conditions

Temperature88 °C

Reaction Steps

A mixture of 3-Bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine (1.06 g, 4.33 mmol), 4-methoxybenzeneboronic acid (0.79 g, 5.2 mmol), Pd(OAc)2 (0.05 g, 0.22 mmol), (oxidi-2,1-phenylene)bis(diphenylphosphine) (233 mg, 0.43 mmol), 1.5M K2CO3 in water (5.8 mL, 8.66 mmol) and DMF (12.8 mL) is stirred at 88° C. for 16 h. Then allowed to cool, filtered through cotton, diluted with EtOAc and washed with water and brine. The organic layer is dried with MgSO4 anh., filtered and evaporated. The crude is purified by column chromatography using a gradient of (Pet. Ether 40-60/AcOEt: 7/3 to 1/1) to give 3-(4-Methoxy-phenyl)-8-methylsulfanyl-imidazo[1,2-a]pyrazine as a pale yellow solid (1.0 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362018B2
Source datasetuspto-grants-2013_01
ORD IDord-0187456a0bf84461b855ac6173c31a74
Source noteuspto-grants-2013_01